-- This is a true story that happened to me about 6 months ago during my senior year in high school. --
So there was this boy named Jake at my school. He was a junior – a year younger than me – but I had a huge crush on him. I knew he was gay but I had never really talked to him before; I had just admired him at a distance. I loved his cute face, his short, slightly wavy, brown hair, his perpetual five o’clock shadow, and his beautiful blue eyes. He was buff and toned and about 5'10''. He was one of those hot guys who didn't really realize it. For instance, he had no idea that when he wore shorts to school his legs drove me crazy and gave me massive hard-ons.
While I loved his body, what I loved most of all was his ass. Every time he got up, I had to look at it. Every time he bent over I couldn't help but just stare at it. Once in a while he would catch me staring at him, blush, and go back to doing whatever he was doing.
Me, I was 6'1" athletic, had blonde hair and blue eyes, and I had been fantasizing non-stop about fucking Jake in the ass for the past few weeks. I couldn’t be around him anymore without my heart beating like crazy. Today he was wearing a skin-tight white t-shirt and blue jeans. The t-shirt clung to his chest and accentuated his muscles; the blue jeans really made his ass pop. We had chemistry together first block in the morning and we were both there a bit early. I was standing in the hallway outside the classroom, Jake was standing around inside. No one else was around.
For some reason I was so horny that morning. Maybe it was because I hadn’t masturbated in a few days, maybe it was because of what Jake was wearing, but I’m not sure. But have you ever been so horny that nothing else mattered until you came? That’s how I was today. I can’t remember ever being so horny in my life. I was a different person. It seemed crazy, but I was gonna ask him to have sex with me right then and there. Nothing long; just a quick-in-and out. I walked right into the classroom and kissed him on the lips. Taken by surprise, his lips didn’t move for a few seconds, but then he started kissing me back. I parted his soft lips with my tongue and shoved it in his mouth. By now I had a full-blown erection.
When I ended the kiss, he just stared at me with his mouth opened for a few seconds and then asked, “What was that about?!”
“You look really good today. Wanna fuck real quick?” I said getting right to it. I was too aroused to have better judgment.
“Turn around.” I tried to turn him around but he resisted.
“Stop, this is weird!”
“It’ll feel good. No one’s around.” I grabbed his arms.
"C'mon, man. I'm really horny. Please."
"I don't know... "
"You can keep the rest of your clothes on, I just need your ass right now. I’ll be fast, I promise."
"Okay, Okay, Alright," he agreed as he gave in.
I turned him around and felt his ass through his pants. I reached around and unbuttoned his pants. I put my hands into his waistband and hastily pulled his boxers and jeans down until his bottom was fully exposed. It was perfect...better than I had imagined. It was the perfect shape, the perfect size; an absolute work of art. It was big and juicy, but not too big. His butt was hairless except for a little hair around his crack. Just looking at it made my cock harden. I reached down and felt the smoothness of his backside and grabbed his right ass cheek. I squatted down to get a closer look.
I shoved my face into his ass and took a deep breath of the masculine scent of his butt crack. Just the smell of him made my cock twitch. I ran my tongue across his incredible cheeks - licking them, kissing them, gently biting them. I placed my hands on his ass cheeks and spread them apart revealing a beautiful pink asshole. He had a nice little bit of hair in the area surrounding it, something I really appreciate on a guy.
"Woah... what are you doing?" he asked.
"I'm gonna eat you out, dude. My tongue might feel a little cold at first. Get ready." I told him.
"Wait... oooooooohhhhh AH AH AHHHHHHHH." My tongue was on his butt hole before he could finish the sentence. My taste buds absorbed the strong and pleasant taste of his anus. Every guy's anus tastes slightly different - Jake's tasted sweet and manly... that's the only way I can describe it, and I loved it. He was now bent over with his hands on his knees to give me better access. A chill ran down my spine as I thought about how I was finally able to run my tongue across the hairy ass crack of one of the hottest guys I knew, giving his ass a complete tongue bath. My mouth alternated between his crack and his testicles as I tasted the manliest, most private, sensitive parts of his body.
“Oooh yeah" he moaned every time I held my tongue against his hole. I knew he liked rimming him because he kept shoving his ass in my face, and I kept planting my face back in that juicy butt. After a minute or two of this, I couldn't take it anymore, I had to fuck him right then. I had to get my dick between those two slices of heaven. I stood up. I unbuttoned my pants, unzipped my fly, and pulled down my pants just below my butt. I pushed down on his back until I had him bent over a desk so that his ass was at the level of my crotch. I held my cock and stroked the head of it against his smooth ass. I lathered some spit on his crack and rubbed it around with my fingers and started running my dick through his crack.
I reached into my back pocket to pull out my pack of condoms and slid one over my dick -- but it didn't feel right. I looked at his ass and knew I would want to make direct contact with his flesh so I ripped the condom off and tossed it aside. I hocked up a lot more spit and pushed it into his asshole with my fingers. When I smeared some on his nice pink hole, he flinched.
"Ooooohh... it's cold," he said.
It was time for me to enter. I grabbed my cock and placed it right on his hole. His hole was closed so tight and it took a couple of hard prods for me to get it open. I guided my cock in with my hand until the head was inside. His hole was wrapped around it so tightly.
"Push out a little. It'll make it easier."
He didn't respond.
"Jake, I'm going to fuck you whether you listen to me or not. I'm just trying to make this hurt less for you."
"Don't be scared. Just breathe and I'll take care of you."
He winced and pushed his asshole out.
"That's right..." I said as his ass's grip on my cock loosened a bit. I slid his shirt up a little so I could get a good firm grip on his waist.
"Hold still and relax," I told him.
"Okay" he said. I slowly slid my cock further into his ass until it was completely enveloped by his hot moist rectum. Jake let out a deep bellow.
I held my cock firmly inside of him. I moved my hips around a little making my cock touch every corner of the inside of his ass. It was a little gooey, but in an unbelievably good way. I closed my eyes and took a moment to marvel at how good it felt to finally be under his skin, to finally be fucking the guy I had wanted so bad. I was so happy I decided not to use a condom. I would have missed out on every ridge, every bump, every texture, every bit of moisture of the interior of his ass that made my dick tingle with pleasure. There was nothing between me and Jake, nothing between me and his tight warmth.
"That hurts..." he said. He tried to slide his asshole off my cock but I grabbed his waist and pulled him back towards me. I didn't want to hurt him, but there was no way I was going to take my dick out of him until I was done.
"I can't stop. I just can't. I'm sorry but you just feel…. You feel so good. Your ass will feel better the longer I'm in you."
His sphincter felt tighter than most guys I'd been inside and I was careful to start my thrust off very gently to allow his ass to get used to my cock. My penis slowly slid in and out of his tight opening. I looked down to watch his anus stretch forward a little each time I started to slide my cock out. After about a minute of giving him slow, gentle fucks, I quickened my pace. With my hands still on his hips, I started grunting a little. I kind of felt like an animal just humping him and grunting like I was but I didn't care. It felt so right.
"Does that feel better, Jake?"
"Yeah... much better."
“You like having me inside of you?”
My hand touched one of his butt cheeks. I leaned forward and whispered in his ear, "Good. I've been waiting so long to do this to you. So long to fuck you raw like this."
He didn't say anything, he just let out a soft moan of acknowledgement. "Get up for me," I commanded.
I lifted him up so he was no longer bent over the desk. He was now standing up and I pushed him against the chalkboard. Still fully clothed except for our pants pulled down a bit, I started fucking him as fast and as hard as I could. I stuck my fingers in his mouth for him to suck on. My lips started tenderly kissing him on the neck. I pushed my dick as far and deep into him as it would go. After each thrust I held still inside him for a few seconds, and each time I did that, he let out a cute little grunt. Then I went back to fucking him fast. It was here that he started moaning loudly with pleasure. Immediately I put my hand over his mouth so no one would hear in case more people were in the building by now. The sound of my balls slamming against Jake echoed through the class. He was red in the face. "I think I might cum," he said.
"Go ahead. Don't be shy."
About ten seconds later I heard "ooooooooohhhh....aaaaaaaaahhhh!!!!!"
I looked down to see his rock hard dick squirting load after load onto the classroom wall. While he was cumming, the inside of his ass tightened and relaxed over and over again, bringing me to the verge of orgasm. Still holding him tight, I grunted in his ear "I'm almost done."
A few pumps later I told him "I'm gonna cum inside you. Get ready."
At that moment, I stopped holding it off and let orgasm take control of my body. My balls tingled, my dick twitched. "AAAAAAAAAAAAAAAAAAAAAAAAAHHHHHHHHHHHH," I moaned. I deposited load after load of hot cum into Jake's ass. Waves of pleasure that originated at my crotch spread through my whole body. I could have sworn I lost half my body weight in cum. My body trembled as I soaked in one of the most powerful orgasms I ever had. I held my dick inside of him for a little while and rested on top of him. The whole thing had taken less than ten minutes.
“Mmm… That was just what I needed,” I muttered.
When I pulled my dick out of him, some cum dripped out of his ass.
After I had cum, my mind cleared a little; I thought about what I had just done and I felt a little guilty that I had taken advantage of him.
"Sorry I kinda took advantage of you like that."
There was a long pause.
"Don't be. That felt really nice, actually."
I was so relieved he wasn't mad. More cum dripped from his asshole onto the floor.
"Oh! Let me clean you up."
I grabbed a handful of tissues off a nearby desk and wiped my shaft clean of cum. Then I wiped Jake's cum off the wall. I then folded up the tissues and wiped his crack of my spit and semen. It took a few wipes to get it all off because a lot of my cum had already started coming out of his asshole. I pulled my pants back up and fastened them shut.
I bent down and grabbed his underwear. When I was pulling his underwear back up, something caught my attention. They were batman underwear.
"Really?! Batman boxers?!"
Jake blushed. I pulled them the rest of the way up and spanked his butt.
"They're really cute on you," I told him.
He turned around and kissed me on the cheek.
I said, "Hey, I was wondering if I could buy you dinner sometime?"